The synthesis of trifluoromethylated cyclopropenes is very important for applications in drug discovery and functional materials. In this report, we describe the application of readily available, chiral rhodium(II) catalysts in a highly efficient asymmetric cyclopropenation reaction of fluorinated donor-acceptor diazoalkanes using a broad variety of aliphatic and aromatic alkynes. Further studies highlight the unique reactivity of fluorinated donor-acceptor diazoalkanes in the synthesis of oligo-cyclopropenes. Subsequent C-H functionalization of trifluoromethyl cyclopropenes furnishes densely substituted cyclopropene frameworks and also allows the synthesis of bis-cyclopropenes.
Supporting Information ChemRxiv